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Sodium hydride → N-[2-(4-Morpholinyl)ethyl]-1,2-benzisoxazol-3-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-(2-Chloroethyl)morpholine | HCID 76727 | — |
| 反応物 | 1,2-Benzoxazol-3-amine | HCID 2779749 | — |
| 反応物 | Dichloromethane methanol | HCID 21226129 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | N-[2-(4-Morpholinyl)ethyl]-1,2-benzisoxazol-3-amine | HCID 15453430 | 38.7% |
反応手順
To a solution of 3-amino-1,2-benzisoxazole (3.5 g) in N,N-dimethylformamide (DMF) (100 ml) was added sodium hydride (0.8 g) under nitrogen. The reaction was stirred one hour at ambient temperature. A solution of 4-(2-chloroethyl)morpholine (4.0 g) in DMF (50 ml) was added followed by heating to 120° C. for one hour. TLC (5% MeOH/DCM) analysis revealed the absence of starting material. The reaction was quenched with water and extracted with EtOAc. The organic layer was washed with water, dried (MgSO4), and concentrated in vacuo. Flash column chromatography (silica gel) eluting with 1.5-2.5% MeOH/DCM afforded the product (2.5 g), m.p. 79-80° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06046203 |
| 出典データセット | uspto-grants-2000_04 |
| ORD ID | ord-85ae87bbae874b66a59fb7ff92395934 |
| 出典メモ | uspto-grants-2000_04 |